WO1996016009A3 - Hydrofluorocarbon production using heat carriers in high temperature hydrogenolysis - Google Patents
Hydrofluorocarbon production using heat carriers in high temperature hydrogenolysis Download PDFInfo
- Publication number
- WO1996016009A3 WO1996016009A3 PCT/US1995/015105 US9515105W WO9616009A3 WO 1996016009 A3 WO1996016009 A3 WO 1996016009A3 US 9515105 W US9515105 W US 9515105W WO 9616009 A3 WO9616009 A3 WO 9616009A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hydrogen
- reaction vessel
- carbon
- moles
- saturated
- Prior art date
Links
- 239000000969 carrier Substances 0.000 title 1
- 238000007327 hydrogenolysis reaction Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 229920006395 saturated elastomer Polymers 0.000 abstract 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 5
- 239000007858 starting material Substances 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000002015 acyclic group Chemical group 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A process is disclosed for producing a saturated hydrofluorocarbon (cyclic or acyclic) of the formula CnHaFb (where n is 1-6, a is 1-7 and b is 2-13) by reacting at least one saturated starting material having the same carbon structure as said saturated hydrofluorocarbon and the formula CnHcXdFb (where c is 0-3, and d is 1-4, and each X is independently Cl or Br) with hydrogen in a reaction vessel at a temperature of from about 350 to 700 °C and a pressure of from about 101 kPa to about 7000 kPa for a time sufficient to produce said saturated hydrofluorocarbon. The process is characterized by feeding to the reaction vessel, the starting material and, for each mole of total carbon-chlorine and carbon-bromine bonds in the starting material (a) at least 0.5 moles of hydrogen, and (b) at least about 2.5/J moles of a saturated heat carrier compound which has a molar heat capacity greater than the heat capacity of hydrogen and has the formula CmHzFy (where J is the ratio of the molar heat capacity of the heat carrier compound to the molar heat capacity of hydrogen at the reaction temperature, m is 1-4, z is 0-8 and y is 0-10); and reacting the starting material with the hydrogen in the reaction vessel in the presence of the heat carrier compound. The moles of hydrogen plus J times the moles of the heat carrier compound fed to the reaction vessel is at least about 3 times the moles of carbon-chlorine and carbon-bromine bonds in the saturated starting material fed to the reaction vessel, and less than 10 % of the fluorine from the carbon-fluorine bonds fed to the reaction vessel is converted to HF.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34443494A | 1994-11-23 | 1994-11-23 | |
| US08/344,434 | 1994-11-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1996016009A2 WO1996016009A2 (en) | 1996-05-30 |
| WO1996016009A3 true WO1996016009A3 (en) | 1996-08-08 |
Family
ID=23350534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1995/015105 WO1996016009A2 (en) | 1994-11-23 | 1995-11-15 | Hydrofluorocarbon production using heat carriers in high temperature hydrogenolysis |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US5841008A (en) |
| WO (1) | WO1996016009A2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7026521B1 (en) | 2005-03-28 | 2006-04-11 | Honeywell International Inc. | Methane and methyl chloride as selective reducing agent in the transformation of hydrochlorofluorocarbons or chlorofluorocarbons to hydrofluorocarbons |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991005752A1 (en) * | 1989-10-10 | 1991-05-02 | E.I. Du Pont De Nemours And Company | Halocarbon hydrogenolysis |
| WO1992018446A1 (en) * | 1991-04-09 | 1992-10-29 | E.I. Du Pont De Nemours And Company | Hydrogenolysis of halocarbon mixtures |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA670338A (en) * | 1963-09-10 | Olstowski Franciszek | Preparation of fluoroform | |
| US3439052A (en) * | 1967-10-23 | 1969-04-15 | Phillips Petroleum Co | Fluoroform production |
| GB1578933A (en) * | 1977-05-24 | 1980-11-12 | Ici Ltd | Manufacture of halogenated hydrocarbons |
| US4451677A (en) * | 1981-08-20 | 1984-05-29 | Davy Mckee (London) Limited | Multistage aldehyde hydrogenation |
| US4754064A (en) * | 1983-10-24 | 1988-06-28 | Amoco Corporation | Preparation of cyclohexane dicarboxylic acids |
| GB8917862D0 (en) * | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
| US5364992A (en) * | 1989-10-10 | 1994-11-15 | E. I. Du Pont De Nemours And Company | Halocarbon hydrogenolysis |
-
1995
- 1995-11-15 WO PCT/US1995/015105 patent/WO1996016009A2/en active Application Filing
-
1997
- 1997-11-15 US US08/836,954 patent/US5841008A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1991005752A1 (en) * | 1989-10-10 | 1991-05-02 | E.I. Du Pont De Nemours And Company | Halocarbon hydrogenolysis |
| WO1992018446A1 (en) * | 1991-04-09 | 1992-10-29 | E.I. Du Pont De Nemours And Company | Hydrogenolysis of halocarbon mixtures |
Also Published As
| Publication number | Publication date |
|---|---|
| US5841008A (en) | 1998-11-24 |
| WO1996016009A2 (en) | 1996-05-30 |
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